Procedure for the manufacture of caoutchouc products



Patented June 3, 1941 PROCEDURE FOR THE MANUFACTURE OF CAOUTCHOUOPRODUCTS Walther Schrauth, Berlin-Dahlem,

Berlin, Germany, assignors,

Morgenstern,

and Stefan by mesne assignments, to Patchem A.-G. Zur

Beteiligung An Patenten Und Sonstigen Erflndungsrechten Auf ChemischeVerfahren," Zurich, Switzerland, a corporation of Switzerland NoDrawing. Application August 10, 1936, Serial rmany August 10, 1935 No.95,284. In Ge 3 Claims. (CL 260-761) It has been found that substitutedaromatic compounds containing no -less than 12 carbon atoms and at least1 hydroxyl group are excellent softening and plastiiying agents fornatural, regenerated and artificial caoutchouc as well as for caoutchoucmasses. Such compounds are e. g. the phenols, naphthols and the like ortheir homologues respectively substituted by allqrl-, aralkyl-, arylorcycloalkyl-residues. As such may be mentioned e. g. the benzyl-phenol,methylcyclohexyl-cresol, menaphthyl-cresol, decalylxylenol and the like.In a similar manner one may also employ their partially or entirelyhydrogenized products such as octadecylmethylcyclohexanol, theoctyl-actetralol (2), the lauryldecahydronaphthol (2), the4,4-dihydroxy-dicyclo-hexyl, the perhydrogenized 2,2-dihydroxy-l,l-dinaphthyl, the perhydrogenized4,4-dihydroxy-diphenyl-methane, the perhydrogenized 2,2 dihydroxy-1,1dinaphthyl-methylmethane, the perhydrogenized menaphthylcresol, aperhydrogenized product of the probable iormula tion-product, resumedcondensation after the.

prior water-separation with cresol and subsequent hydrogenation.

Also the products obtainable at the reduction and preferably by thecatalytic h pressure reduction of resins, resin esters, resinic acids,and being of an alcoholic character, have proved to be particularlyadvantageous. Good for the purpose are e. g. the resinic alcohol of theacetylsaponification number 168 dropping point of 58 and boiling pointof 190-230 at a 3 mm.-mereury-pressure, and obtainable from commercialcolophony by high-pressure reduction, further the damar-resin-alcohol(acetyl-saponiflcatlon,

number 120, boiling point 88), and the resinic alcohol(acetyl-saponiflcation number 122, boiling point 136) obtainable fromCongo-copal by the high-pressure reduction.

By the alcoxylation or the converting into acetals or into esters theaforedescribed products may moreover be varied at ones wishes such as tobe applicable also for special purposes without ado. Such products aree. g. the acetic acid ester, the lactic acid ester, the stearic acidester, the adipic acid ester and the phthalic acid ester and alkyl etheras well as the cyclo-alkyl ether of the aforedescribed resin-alcohols,such as damar-resin-alcohol-butyl ether, Congo-copalalcohol-cetyl ether,colophony-resin-alcoholmethylcyclohexyl ether.

Sometimes, e. g. in working artificial caoutchouc, it is recommendableto use the abovementioned products in combination with a suitablesolvent such as pine oil, decamphorated oil of turpentine, hydrogenizedhydrocarbons, tetrahydro-naphthalene, decahydronaphthalene, hydrogenizedphenols such as dimethyl-cyclohexanol, or a mixture of those solvents.

The technical advantage offered by the proposed novel products at thereaction upon natural, regenerated and artificial caoutchouc andcaoutchouc masses, is to be seen in the fact that they are excellentplastiflers especially for artificial caoutchouc. Already in working thecaoutchouc on the mixing cylinder they facilitate extraordinarily itsabsorbing capacity for most heterogeneous additional stufis. To thevulcanized products they impart a great elasticity together with a goodresistance and a remarkable ductility. Moreover the products appliedaccording to the present invention, which are generally colourless up tolight-yellow and which according to the selection of the initialmaterials are of a viscous, thickly liquid up to a solid character,distinguished themselves by a great fastness to chemical and physicalreactions and moreoveras far as hydrogenation products are accrued-by avery remarkable fastness to Example 1 A homogeneous mixture which allowsof being easily worked on mixing cylinders, is obtained from:

Parts by weight First-latex-crape-caoutchouc 55) Kaolin 30Menaphthyl-cresol or oi. an alkyl-phenol containing a rammed alkyl groupwith 8-10 0. atoms, or their hydrogenation- The mixture is vulcanizedfor 45' minutes at 140 C.

' Example 2 In the same way as indicated in Example 1 one mixesthoroughly in the mixing cylinder:

Parts Smoked sheet-caoutchouc 40 Regenerated caoutchouc 25 Chalk-" -2Damar-resin alcohol or phthalate of the resinic alcohol obtained fromCongo-copal,

mixed with pine oil (60:40) 5 Zinc oxide 5 sulfur 1.5

Mercapto-benzothiazol 0.5

whereupon the mixture is vulcanized for 40 minutes at 135 C.

Example 3 One mixes in the aforesaid manner:

Parts by weight Smoked sheet-caoutchouc 20 Synthetic butadine-caoutchouc20 Gas-soot Silex-white 10 Zinc oxide 5 Resinic alcohol (obtained bycatalytic highpressure reduction from commercial colophony) or itsacetate or its butyl-ether 3 Sulfur 2 Viflcanization-accelerator 0.5 Themixture is vulcanized for 1 hour at C.

What we claim is:

1. A plastic composition comprising caoutchouc and, as a plasticizer,resinic alcohol.

2. The method of producing plastic masses which comprises combining withcaoutchouc as a plasticizer, a compound oi. the group consisting ofresinic alcohols, esters oi resinic alcohols with acids of the groupconsisting of acetic, lactic, stearic, adipic and phthalic acids, alkylethers and acetals oi resinic alcohols and cyclo-alkyl ethers of resinicalcohols.

3. A plastic composition comprising caoutchouc and, as a plasticizer, acompound oi the group consisting of resinic alcohols, esters of resinicalcohols with acids of the group consisting of acetic, lactic, stearic,adipic and phthalic acids. alkyl ethers and acetals of resinic alcohols,and cyclo-alkyl ethers of resinic alcohols.

WALTHER SCHRAUTH. SI'EFAN MORGENS'I'ERN.

